NPASS drugs

Drug Information

Drug ID:	NPD250
Drug Name:	Vidarabine
Molecular Formula:	C10H13N5O4
Canonical SMILES:	OC[C@H]1O[C@H]([C@H]([C@@H]1O)O)n1cnc2c1ncnc2N
Standard InCHI:	InChI=1S/C10H13N5O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2,(H2,11,12,13)/t4-,6-,7+,10-/m1/s1
Standard InCHIKey:	OIRDTQYFTABQOQ-UHTZMRCNSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD250

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	485
0.1-0.2	21902
0.2-0.3	5187
0.3-0.4	2559
0.4-0.5	546
0.5-0.6	91
0.6-0.7	31
0.7-0.8	29
0.8-0.85	17
0.85-0.9	10
0.9-0.95	17
0.95-1	16

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
High Similarity	1.0	NPC107374
High Similarity	1.0	NPC21448
High Similarity	1.0	NPC156461
High Similarity	0.9925	NPC189068
High Similarity	0.9925	NPC164665
High Similarity	0.9851	NPC219313
High Similarity	0.9851	NPC269827
High Similarity	0.9851	NPC309832
High Similarity	0.9848	NPC229974
High Similarity	0.9697	NPC209525
High Similarity	0.9697	NPC161659
High Similarity	0.9565	NPC211025
High Similarity	0.9565	NPC185991
High Similarity	0.9565	NPC85689
High Similarity	0.9552	NPC314152
High Similarity	0.9549	NPC317821
High Similarity	0.9496	NPC321814
High Similarity	0.9496	NPC472816
High Similarity	0.9429	NPC212551
High Similarity	0.9429	NPC130586
High Similarity	0.9429	NPC302778
High Similarity	0.9429	NPC164952
High Similarity	0.9362	NPC174802
High Similarity	0.9348	NPC121222
High Similarity	0.9296	NPC224076
High Similarity	0.9231	NPC226245
High Similarity	0.9231	NPC239737
High Similarity	0.9231	NPC316618
High Similarity	0.922	NPC207633
High Similarity	0.9185	NPC129756
High Similarity	0.9149	NPC161224
High Similarity	0.9078	NPC150853
High Similarity	0.9007	NPC136349
High Similarity	0.8966	NPC311197
High Similarity	0.8966	NPC54320
High Similarity	0.8966	NPC313754
High Similarity	0.8919	NPC323091
High Similarity	0.8897	NPC52238
High Similarity	0.8832	NPC33996
High Similarity	0.8824	NPC320818
High Similarity	0.8819	NPC328479
High Similarity	0.8553	NPC261595
High Similarity	0.8523	NPC195140
Intermediate Similarity	0.8497	NPC321458
Intermediate Similarity	0.8497	NPC324033
Intermediate Similarity	0.8462	NPC326529
Intermediate Similarity	0.8456	NPC93365
Intermediate Similarity	0.8408	NPC319100
Intermediate Similarity	0.8408	NPC189261
Intermediate Similarity	0.8408	NPC324198
Intermediate Similarity	0.8366	NPC324484
Intermediate Similarity	0.8323	NPC326082
Intermediate Similarity	0.8323	NPC290959
Intermediate Similarity	0.8312	NPC325906
Intermediate Similarity	0.8286	NPC61198
Intermediate Similarity	0.8214	NPC262926
Intermediate Similarity	0.8067	NPC321052
Intermediate Similarity	0.8042	NPC30326
Intermediate Similarity	0.8014	NPC319221
Intermediate Similarity	0.8	NPC313897
Intermediate Similarity	0.7959	NPC274384
Intermediate Similarity	0.7959	NPC89147
Intermediate Similarity	0.7943	NPC324009
Intermediate Similarity	0.7891	NPC251233
Intermediate Similarity	0.7891	NPC211820
Intermediate Similarity	0.7877	NPC186619
Intermediate Similarity	0.7838	NPC177169
Intermediate Similarity	0.7785	NPC64705
Intermediate Similarity	0.7785	NPC232408
Intermediate Similarity	0.7771	NPC24589
Intermediate Similarity	0.777	NPC318590
Intermediate Similarity	0.7738	NPC78941
Intermediate Similarity	0.7738	NPC282458
Intermediate Similarity	0.7718	NPC317746
Intermediate Similarity	0.7703	NPC74306
Intermediate Similarity	0.7703	NPC315642
Intermediate Similarity	0.7697	NPC326694
Intermediate Similarity	0.7529	NPC313514
Intermediate Similarity	0.7516	NPC33382
Intermediate Similarity	0.7469	NPC125659
Intermediate Similarity	0.7469	NPC168702
Intermediate Similarity	0.7378	NPC222174
Intermediate Similarity	0.7329	NPC14590
Intermediate Similarity	0.7267	NPC321393
Intermediate Similarity	0.7222	NPC276373
Intermediate Similarity	0.7214	NPC327579
Intermediate Similarity	0.7182	NPC5802
Intermediate Similarity	0.7143	NPC157821
Intermediate Similarity	0.7015	NPC476564
Remote Similarity	0.698	NPC57279
Remote Similarity	0.6959	NPC104011
Remote Similarity	0.6959	NPC246193
Remote Similarity	0.6917	NPC87981
Remote Similarity	0.6917	NPC174114
Remote Similarity	0.6849	NPC248007
Remote Similarity	0.6804	NPC250178
Remote Similarity	0.6763	NPC312187
Remote Similarity	0.6763	NPC4837
Remote Similarity	0.6644	NPC139776
Remote Similarity	0.6623	NPC287876
Remote Similarity	0.6596	NPC103388
Remote Similarity	0.6567	NPC107160
Remote Similarity	0.6556	NPC14330
Remote Similarity	0.6522	NPC18335
Remote Similarity	0.6471	NPC21461
Remote Similarity	0.6471	NPC160666
Remote Similarity	0.6446	NPC472834
Remote Similarity	0.6377	NPC158055
Remote Similarity	0.6333	NPC109322
Remote Similarity	0.6259	NPC68938
Remote Similarity	0.6164	NPC313547
Remote Similarity	0.6159	NPC5707
Remote Similarity	0.6145	NPC164845
Remote Similarity	0.6135	NPC217656
Remote Similarity	0.6098	NPC89139
Remote Similarity	0.6087	NPC296437
Remote Similarity	0.6078	NPC180493
Remote Similarity	0.6049	NPC470266
Remote Similarity	0.604	NPC189314
Remote Similarity	0.6028	NPC476561
Remote Similarity	0.5988	NPC244700
Remote Similarity	0.5976	NPC476528
Remote Similarity	0.5976	NPC476433
Remote Similarity	0.5939	NPC476520
Remote Similarity	0.5939	NPC476522
Remote Similarity	0.5939	NPC474986
Remote Similarity	0.5939	NPC476013
Remote Similarity	0.593	NPC472833
Remote Similarity	0.5928	NPC476408
Remote Similarity	0.5914	NPC265111
Remote Similarity	0.5904	NPC476521
Remote Similarity	0.5903	NPC119133
Remote Similarity	0.587	NPC473585
Remote Similarity	0.5833	NPC476099
Remote Similarity	0.5829	NPC472832
Remote Similarity	0.5829	NPC18308
Remote Similarity	0.5796	NPC180462
Remote Similarity	0.5775	NPC293163
Remote Similarity	0.5764	NPC59314
Remote Similarity	0.5724	NPC476562
Remote Similarity	0.5697	NPC210947
Remote Similarity	0.5695	NPC63433
Remote Similarity	0.5667	NPC41958
Remote Similarity	0.5667	NPC256849
Remote Similarity	0.5655	NPC10466
Remote Similarity	0.5638	NPC47936
Remote Similarity	0.5621	NPC174020
Remote Similarity	0.561	NPC470140
Remote Similarity	0.5602	NPC470139
Remote Similarity	0.56	NPC60537

Drug Structure

NPD250 OpenBabel08201723122D 24 26 0 0 1 0 0 0 0 0999 V2000 -1.6637 -0.6386 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.9941 -1.0477 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.7916 2.0350 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 0.1045 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 2.9941 0.9523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.2024 1.0827 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 -0.3364 1.5827 0.0000 C 0 0 1 0 0 0 0 0 0 0 0 0 3.8601 0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.1280 0.4523 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.4067 0.9135 0.0000 C 0 0 2 0 0 0 0 0 0 0 0 0 4.7261 0.9523 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 3.8601 -0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.1280 -0.5477 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 2.7861 1.9305 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 1.3849 1.1215 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -2.6418 -0.4307 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -2.1160 1.4894 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 -0.2319 2.5772 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 -0.0000 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 5.5921 0.4523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 4.7261 1.9523 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.9508 0.5204 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -2.2205 2.4839 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 -1.0409 3.1650 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 16 1 0 0 0 0 2 12 2 0 0 0 0 2 13 1 0 0 0 0 3 14 2 0 0 0 0 3 15 1 0 0 0 0 4 1 1 6 0 0 0 4 6 1 0 0 0 0 4 19 1 0 0 0 0 5 8 2 0 0 0 0 5 9 1 0 0 0 0 5 14 1 0 0 0 0 6 7 1 0 0 0 0 6 17 1 1 0 0 0 7 10 1 0 0 0 0 7 18 1 6 0 0 0 8 11 1 0 0 0 0 8 12 1 0 0 0 0 9 13 2 0 0 0 0 9 15 1 0 0 0 0 10 15 1 6 0 0 0 10 19 1 0 0 0 0 11 20 1 0 0 0 0 11 21 1 0 0 0 0 16 22 1 0 0 0 0 17 23 1 0 0 0 0 18 24 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DAP000642
DrugBank	DB00194
ChEMBL	CHEMBL1090
IUPHAR/BPS	4806
PharmaGKB	PA451876
KEGG Drug	D00406
PubChem CID	21704
ChEBI	45327
CAS Number	24356-66-9

Drug Properties

Molecular Weight	267.10
ALogP	-2.2791
MLogP	1.57
XLogP	-1.809
HDA	9
HBD	4
Rotatable Bonds	6
TPSA	139.54
RO5 Violation	0